Hydrochloric Acid → HCID 136344393, compound

HRID 62212Notes

Reaction equation

HRID 62212 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:11]2[CH2:16][CH:15]([C:17]([F:20])([F:19])[F:18])[N:14]3[N:21]=[C:22]([C:24]4[CH:25]=[CH:26][C:27]([C:30]#N)=[N:28][CH:29]=4)[CH:23]=[C:13]3[NH:12]2)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].[OH-:32].[Na+].Cl.[OH2:35]>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:11]2[CH2:16][CH:15]([C:17]([F:18])([F:19])[F:20])[N:14]3[N:21]=[C:22]([C:24]4[CH:25]=[CH:26][C:27]([C:30]([OH:35])=[O:32])=[N:28][CH:29]=4)[CH:23]=[C:13]3[NH:12]2)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10]

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 136344394HCID 136344394, compound

Product 1

HCID 136344393HCID 136344393, compoundYield 74%

Procedure

To a suspension of 5-(5-(3,4-dimethoxyphenyl)-7-(trifluoromethyl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidin-2-yl)picolinonitrile (0.694 g, 1.62 mmol) was added 4.00 M sodium hydroxide solution in water (2.02 mL). The resulting mixture was heated at reflux for 3 h. 1.0 N hydrochloric acid solution (11.3 mL) was added and the light brown precipitate was filtered, rinsed with copious amounts of water, dried under air/vacuum for 30 min, and then under high vacuum 48 h to give a light brown solid (0.535 g, 74%). This material was used in the next step without further purification.

Workup

  1. temperatureThe resulting mixture was heated
  2. temperatureat reflux for 3 h
  3. filtrationthe light brown precipitate was filtered
  4. washrinsed with copious amounts of water
  5. customdried under air/vacuum for 30 min

Sources & evidence

ORD record
ord-eccc712533ef42209da3695d828e0933
Source dataset
uspto-grants-2016_09
Patent number
US09446046B2

Reaction notes

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